Halogenase-Inspired Oxidative Chlorination Using Flavin Photocatalysis

被引：126

作者：

Hering, Thea ^{[1
]}

Muehldorf, Bernd ^{[1
]}

Wolf, Robert ^{[1
]}

Koenig, Burkhard ^{[1
]}

机构：

[1] Univ Regensburg, Fak Chem & Pharm, D-93040 Regensburg, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 17期

关键词：

enzyme models; flavins; oxidative; chlorination photocatalysis; HYDROGEN-PEROXIDE; PERACETIC-ACID; KINETICS; CHLORIDE; HALOPEROXIDASE; MECHANISMS; CHEMISTRY; PHENOLS; OXYGEN; BONDS;

D O I：

10.1002/anie.201600783

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chlorine gas or electropositive chlorine reagents are used to prepare chlorinated aromatic compounds, which are found in pharmaceuticals, agrochemicals, and polymers, and serve as synthetic precursors for metal-catalyzed cross-couplings. Nature chlorinates with chloride anions, FAD-dependent halogenases, and O-2 as the oxidant. A photocatalytic oxidative chlorination is described based on the organic dye riboflavin tetraacetate mimicking the enzymatic process. The chemical process allows within the suitable arene redox potential window a broader substrate scope compared to the specific activation in the enzymatic binding pocket.

引用

页码：5342 / 5345

页数：4

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